| Date | R | Kodus v Võõrsil | - |
|---|---|---|---|
| 10/21 15:50 | 28 | [7] Stefanos Tsitsipas v Arthur Fils [38] | 6-7,6-7 |
| 10/20 17:00 | 27 | [7] Stefanos Tsitsipas v Yannick Hanfmann [56] | 6-3,6-3 |
| 10/19 17:05 | 26 | [7] Stefanos Tsitsipas v Botic Van De Zandschulp [67] | 7-5,6-3 |
| 10/21 13:35 | 28 | [122] Stefanos Tsitsipas v Diego Schwartzman [26] | 3-6,5-7 |
| 10/20 17:00 | 27 | [10] David Goffin v Stefanos Tsitsipas [122] | 6-2,6-7,6-7 |
| 10/19 10:00 | 26 | [51] Ivo Karlovic v Stefanos Tsitsipas [122] | Retired |
| 10/17 13:00 | 25 | [122] Stefanos Tsitsipas v Pablo Cuevas [33] | 6-1,6-4 |